First Time For Everything (L/A) ~ Jason & Dina

This story contains strong language (L).
This story includes anal penetration (A).
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Jason and Dina had only just started discussing the possibility of trying anal for the first time. When Dina brought it up, she saw Jason’s eyes light up at the mention. Giggling, she told him to do some research and that she was willing to spice things up by trying it.

As the kids headed off with the grandparents for youth group and then a weekly overnight, they knew they were guaranteed some alone time. Dina was enjoying a leisurely bath. Jason watched from the shower as the sponge traveled over her breasts in large circles.

Jason brought up that he had done some research on some tips to enhance the experience when she was ready, so they agreed that tonight was the night.

Dina had been thinking about Jason all day, sending him a sexy picture that morning, reading tips online, and feeling a dull ache of desire throbbing between her legs since mid-morning. To say she was aroused was an understatement. Her vaginal lips were swollen and drenched in her feminine wetness.

She had shaved and oiled every part of her body. Dina loved the freeness and never felt sexier. She knew Jason appreciated the smooth feeling when their bodies intertwined.

Dina made her way to the bed where Jason was lounging, still nude from the shower, and watching her move toward him. Looking over his muscular body, she knew how blessed she was to be able to make love to this handsome man who adored her and showered her with love and attention daily.

Pushing him back, she reached for his already hard cock. She stroked it gently then went in for a big lick and covered the head with her hot wet mouth. She loved the feeling of it when it was rock hard, veins bulging and pulsating at her touch. She knew that sucking him deeply made him moan with pleasure and she loved pleasing him in this way.

Bringing him in and out of her mouth, switching up the tempo, she added her hand stroking him up and down gently as she licked, teased and nibbled at the thick head of her favorite “toy.” His erection was hot and thick and hard to her touch. She invited his hand to reach around under her ass to feel the wetness dripping from her, and he played with her clit, rubbing, rolling and teasing it until her pussy was begging to be fucked.

Jason flipped her onto her back, her body shining with the coconut oil she had moisturized with. Her tanned skin glowed, and he leaned in to kiss her—slow and deep. His cock protruding between them was hot and heavy against her thigh.

She whimpered thinking about how he would feel sliding inside her. She begged him to fuck her deep, and he was only too happy to oblige.

In a swift movement, he thrust himself into her. Her pussy encased him in her hot sweet juices and she gasped and wrapped her legs around his hips.

Putting her breast in his mouth and sucking long and hard, he pulled out excruciatingly slowly. She pushed her ankles into his round tight ass, and he sank his stiff cock into her once more. Pulling back, he fucked her again, deep and slow, stroke after stroke putting her near a precipice of release. He caressed her hair and pulled her in close, kissing her face. He slowed his rhythm down and then slowly pulled out.

Jason flipped Dina over and massaged her. He kissed her all over her back, butt, and thighs. He oiled and rubbed her thighs and calves, then worked out the kinks from her back and neck before finally digging into her butt muscles with a deep tissue massage. She now lay flat on her belly, her ass smooth and oiled. Thoroughly relaxed and still deeply aroused and flooded with desire, Dina was as ready as she could be. So Jason poured lubricant all over his hard cock that stood out stiff.

Dina watched him rub the thick head of his cock and prayed it would fit without too much pain. She was so excited at the thought of being filled so tightly with her husband’s cock. She loved everything about it; he fit her pussy so perfectly and she was eager to try this new fit for the first time.

Jason held himself up over her back and kissed her neck, asking if she was ready. Her body was hot with desire, and she brought her arms back to spread her cheeks for him in answer. He pulled out a tiny pink bullet vibrator and guided one of her hands to take it. She placed it under her on her clit, and he heard the soft moans as his fingers moved to play with her back entrance.

Dina felt his oiled fingers pushing in and around her ass, taking their time and spreading her wetness up from her pussy to help lubricate her tight hole. Then the pressure from something bigger than his fingers began, and she stiffened her body and braced.

But Jason leaned down close to her ear, whispering that she had to relax, kissing her neck, and cupping her breast gently.

Her thighs shaking, she purposefully relaxed her body and butt muscles until her hips sank gently into the mattress.

He gripped her ass and lifted her hips to him strategically. The pressure built as he placed his thick, slick cock into her tight hole. Jason massaged her resistance away with his gentle patient lovemaking.

Dina gripped the sheets as he eased his way in barely a few inches then stopped to give her time to adjust. The pressure almost overwhelmed her as he stretched her to capacity, but the clitoral stimulation of the vibrator combined with her pussy juices made her so wet and turned on for him.

Massaging Dina’s hips, Jason groaned in pleasure as she moved toward him gently. The slight adjustment allowed him to ease just a bit more into her hot tight hole.

Dina loved the grip he held on her and knew he was trying to restrain himself. She loved him so much she wanted him to enjoy himself, but she never could have prepared for the pleasure that started to flood over her. She was so turned on by the feeling of him so deep and tight inside her. Jason was going wild over her, and Dina felt so desired by him. She was shocked at how good it felt for him to fuck her slow but hard in her ass, and she shook with desire for how erotic this experience was for them both.

Jason thrust into her again, and Dina begged him to cum inside her ass. He moaned, telling her how good she felt and how much he loved her, just as he fucked her deep in her tight hole one last time. Then he came hard and strong, blowing hot cum deep inside her.

Dina was shaking from Jason’s powerful orgasm. Committed to getting her own, she pushed the bullet firmly over her clit as Jason let his cock sit in her ass, pulsating and still hard. She felt the build-up, and Jason started gently fucking her ass as she felt the first wave wash over her and crash down. White-hot warmth spread from her clit all the way to her toes. The fullness inside her made her orgasm even more erotic and intense.

Jason waited until her muscles finally relaxed, then pulled his cock out, taking her into his arms. Dina collapsed onto his chest, spent and satisfied from their lovemaking and forever thankful for the gift of sex within marriage.

Stay Tuned for more wild romps of Jason & Dina’s “Sexcapades.”

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10 replies
    • JasonsWife says:

      We have now tried this many more times and it has given me the best orgasms I’ve ever had! I had no idea how enjoyable it could be and we are early-mid 30s!

  1. HigherQuest says:

    Wow…now that is a carefully crafted erotic scripting of the truly accurate joy of anal sex. My wife and I 100% agree with everything you wrote, and we love anal. Loved it!!!!!

    In no way do I want my following comments to take away the joy of what you have written or dissuade anyone from trying it, but I do have a few suggestions to consider:

    1) I recommend the guy wear a condom. Why? Because of the very real possibility of a urinary/bladder infection, and they are nooooo fun.

    2) I recommend the position you use be one in which the gravitational flow of any lube or douching waters from prior to anal cleansing, be such that the possible flow not flow towards her ureter, but the opposite direction. Thus positions where she is on top, or lying on her back or side, would be safer for her to not get a urinary/bladder infection from small amounts of fecal waste getting into her ureter.

    A while back my wife got a bladder infection, and while we don't know for certain it was due to anal sex the timing of the infection with a recent time of anal sex was so close together that we are fairly certain that's how she got it. It lasted weeks, and took a strong antibiotic to kill it, and during her illness she had significant bladder and ureter pain, intense fatigue, and a malaise that was no fun at all.

    Sooo, for what it's worth. I recommend you all consider this in your enjoyment of anal.

    Anal is just too wonderful and enjoyable to not try it or give up on for reasons of bladder infection, so do what avoids that, but by all means we recommend you all give anal a try.

    • JasonsWife says:

      Thank you for the suggestions! We are just starting out with this new fun activity, so we appreciate it!

  2. Tohimbetheglory says:

    Wow , extremely hot ?. I love that your woman was the one that brought it up and got the ball rolling for you. I think the only way I would of enjoyed it more ,is if it was written in first person instead of 3 rd person. Regardless ,very very hot. Thanks for sharing.

    • JasonsWife says:

      Thank you! I think it came from my initial nervousness of writing about us (only my 3rd story) but I do want to write the next one from 1st person perspective!

  3. Bjlove says:

    I must admit that when we tried it out the first few times we flopped. But once I had my anus stretched and used the proper lube, it started to be much better. Although we limited it to certain times only, slowly but surely my ass gave in and now it seems to be a routine. I orgasm very easily multiple times especially if he ejaculates deep inside. The end is the most fun as semen normally starts rolling out and that’s when we start massaging ourselves feeling sexy all the time. Mostly when it’s dried out, I just slip on something and off I go roaming about with a tingling sensation.

    • JasonsWife says:

      We are learning what works for us too! It’s now becoming a regular part of the routine and wow the spice it has added…he can’t seem to keep his hands off me in the bedroom or out! ??‍♀️?

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